Vacation rentals in Bolivar

Place to stay in Berkeley Springs

An aerial view captures the open-concept living space of the A-frame cabin. Large windows allow natural light to fill the area, showcasing the stylish seating arrangement below. A spiral staircase leads to the loft, where a cozy atmosphere is complemented by wood flooring and modern décor.

5 out of 5 average rating, 45 reviews

Unique A Frame - Hot Tub, Fire Pit, Cold Plunge

Step into this luxurious 3BR 2BA, A-Frame cabin built in 2024 & nestled in the tranquil area of Berkeley Springs, WV. Lounge in the stylish & radiant interior, soak in the hot tub on the deck, or explore "America's First Spa" & many Appalachian attractions and landmarks! ✔ Deck w/Hot Tub ✔ Fire Pit ✔ Cold Plunge ✔ Outdoor Dining ✔ Green Egg Grill ✔ 3 King Bedrooms ✔ Open Design Living + Loft ✔ Full Kitchen ✔ Office ✔ Smart TV ✔ Wi-Fi ✔ Parking ✔ Community Pool, Tennis & Trails See more below!

4.94 out of 5 average rating, 112 reviews

A calm lake reflects surrounding greenery and a picturesque landscape. Trees line the banks, with a hill visible in the background. Nearby, a house is set back from the water, surrounded by open spaces, creating a peaceful natural setting.

Chalet in Mercersburg

Amazing Whitetail Ski Holiday and Mountain Retreat

Welcome to our beloved Mountain home. Located at Whitetail resort you can walk to the slopes and enjoy the après ski in our beautiful cozy house with cabin feel. Perfect ski holiday, weekend getaway, or place to work remotely with high-speed internet. Only 1.5 hours from DC & Baltimore. This is the perfect place to escape the city, connect with nature and recharge. A place to build up fond memories. All season adventures, enjoy skiing, swimming, hiking, golfing, fishing, lakes and local farms.

4.9 out of 5 average rating, 273 reviews

Cottage in Middletown

Charming "Cream of the Crop" Cape ~❤️of Middletown

Cozy cape in the ❤️ of Middletown, MD. Walking distance (1/2 mile)to quaint Middletown restaurants, shops, & parks. Set your sights on adventure within a short drive. Enjoy downtown Frederick restaurants, shops, parks, & nightlife.Visit the local wineries, breweries & festivals. Hike the Appalachian trail. Float the Potomac River. Bike the C&O Canal. Ski the slopes @ area ski resorts. Golf 18 holes @ the championship golf course. Visit wedding venues. Go antiquing. Tour quaint nearby towns. Etc

4.94 out of 5 average rating, 152 reviews

A calm section of the Shenandoah River is depicted, with still, clear water reflecting the abundant green foliage along the banks. Tall trees provide shade, and lush grass lines the waterside, creating a serene natural setting.

Cabin in Luray

❤️️Wildflower Cabin❤️️ A Luxury Riverfront Retreat

*Come in and relax in this tranquil, peaceful hideaway. *Newly renovated cabins on Shenandoah River. *100 feet riverfront on a 2 acre property *AC/heat, satellite Wifi, fresh linens, towels, DVDs, board games. *Full kitchen w/ utensils, microwave, toaster, K-cups. *Secluded, close tohiking, caverns, wineries, and river adventures.*Dog friendly (extra fee of $40/dog/stay and will be asked for after booking, not included in booking fees) ! *King-size bed in bedroom, queen sofa bed in living room.

4.92 out of 5 average rating, 403 reviews

A charming stone cottage is set against a backdrop of lush trees and open sky. A gravel path leads to the entrance, with two chairs positioned on the grassy area, offering a serene view of the surrounding nature.

Cottage in Leesburg

Romantic Stone Cottage Circa 1869-75 acres to Hike

Plan a getaway in our newly renovated Stone Cottage nestled on hilltop just 15 minutes from Leesburg & less than 90 minutes from DC. The property adjoins next to a hidden state park, not on the map with gentle hiking trails. Secluded location however 10 min to some of the areas finest wineries & breweries. Custom-made king-size bed and fresh interior, are sure to impress . So whether you are visiting for a wedding, exploring wine country or in need of a quiet setting, we invite you to enjoy!

4.9 out of 5 average rating, 201 reviews

An outdoor deck space features a fire table surrounded by wooden chairs, creating a cozy area for relaxation. Lush green trees form a backdrop, providing a sense of privacy and connection to nature. The warm wood tones of the deck complement the serene environment.

Cabin in Great Cacapon

Cabin Getaway: Hot Tub ☆ Privacy ☆ Views

Welcome to this serene 1 bedroom, 1 loft, and 1 bath log cabin with gleaming hardwood floors, a cozy electric fireplace, a beautiful front deck with a firepit overlooking the forest, and a hot tub for ultimate relaxation. It's centrally located to Berkeley Springs, Cacapon State Park, and a variety of hiking, fishing, restaurants, and shopping. Enjoy the local attractions and breweries year round! Whether it's site-seeing or solitude, this unique cabin is a great retreat for your next getaway!

Cabin in Berkeley Springs

A spacious deck is shown, surrounded by trees, with a large yellow umbrella providing shade over a wooden dining area. Two wooden chairs are positioned for relaxation, and a gas grill is visible nearby, inviting outdoor meals in a serene natural setting.

4.87 out of 5 average rating, 159 reviews

Magical quiet cabin nestled in the woods

Lovely cabin tucked into the woods where you can relax in nature with complete privacy/seclusion while still close to downtown. 2 bedrooms - the second bedroom is part of a partially open loft. Fully equipped, AC, elec heat, deck, gas grill & view, wifi, DVD player and desk/work area. Loads of amenities and fun things for kids to explore around the property. 10 minutes to downtown Berkeley Springs, near Cacapon Park - for golf, beach/lake access, many fun day trips. 50 minutes to wineries.

Guest suite in Harpers Ferry

4.98 out of 5 average rating, 109 reviews

Tequila Sunset, Harpers Ferry. Entire first floor!

Welcome to Tequila Sunset in Harpers Ferry, WV! This beautiful, secluded home has stunning sunset views, you'll truly feel on top of the world! 100 mile vista of the gorgeous Blue Ridge Mountains. Entire first floor is yours, no shared spaces! Over 1200 SF of room to unplug & relax. King size Nectar bed, cozy indoor wood burning fireplace, outdoor firepit, 84" TV, & a private deck to enjoy the natural surroundings. Just 2 miles from the renowned Mountain Lake Club and the Appalachian Trail!

4.98 out of 5 average rating, 395 reviews

Home in Edinburg

The Burrow ~ Our guest reviews say it all!

Indulge in a serene retreat at this charming countryside residence, perfect for a delightful getaway or a quick overnight stay. Just a 4-minute drive with two easy turns from I-81, this cozy home promises tranquility and relaxation. Begin your day on the inviting porch, soaking in the sunrise, setting the tone for a peaceful escape. Explore attractions such as hiking trails, enchanting caverns, or indulge in the local offerings of nearby wineries. A short stroll reveals Dee and Kenn's home.

4.94 out of 5 average rating, 140 reviews

An aerial view of the great room reveals a cozy seating area with an orange sectional sofa and a coffee table, situated around a gas fireplace. High ceilings and large windows fill the space with natural light, and a dining table for six complements the open layout.

Cabin in Hedgesville

Starcatcher Chalet, The Woods Resort

Enjoy a fun, relaxing stay at our completely renovated chalet in The Woods Resort in beautiful Berkeley County, WV--a 90-minute drive from the Washington DC-Baltimore Metro Area. You'll be in the heart of the WV Eastern panhandle, close to Sleepy Creek, Berkeley Springs, Cacapon State Park, Antietam National Battlefield, and more. The Woods Resort amenities (fees apply) include a spa, restaurant, and two golf courses, three swimming pools, tennis, pickleball, fitness, and a playground.

4.81 out of 5 average rating, 436 reviews

The cabin's living area features a warm wood interior with vaulted ceilings and large windows offering views of the lake. A comfortable brown leather sofa is positioned near a coffee table, complemented by two wooden armchairs. A cozy wood stove adds to the inviting atmosphere.

Cabin in Harpers Ferry

Cozy Cabin Hidden Away on a Lake!

MOUNTAIN MAMA VACATION HOMES The perfect getaway for any season! Enjoy the lake views inside next to a roaring fire, or in the summertime take the kids for a swim in the shallow water just off your private beach. Relax in the hot tub set in the back deck as the sun sets over the lake and the stars start to come out. Make every night movie night on the 50" 4k TV. Whether you want to stay in or see the area, this cabin has something for every member of the family!

4.93 out of 5 average rating, 114 reviews

Home in Sabillasville

Stoney Spring Overlook

This beautiful mountain farm home has breath taking scenic views of the surrounding Catoctin mountain. There are many nearby outdoor activities, including scenic hikes, mountain biking, Ski Liberty, wineries and the Catoctin zoo. While it is a peaceful get away in the mountains, it is just 30 minutes away from the Frederick, MD and historic Gettysburg, PA. Whether you want to get away from the city or explore more of Maryland, this is the perfect stay for you!

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Bolivar vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Bolivar's top sights

Harpers Ferry National Historical Park173 locals recommend

River Riders Family Adventure Resort73 locals recommend

Kelley Farm Kitchen32 locals recommend

Country Café & General Store30 locals recommend

The Rabbit Hole29 locals recommend

The Anvil Restaurant24 locals recommend

Other great vacation rentals in Bolivar

5 out of 5 average rating, 30 reviews

An aerial view of the cabin is presented, showcasing its green exterior surrounded by bare trees in a serene landscape. The Cacapon River meanders through the valley below, with rolling mountains in the background under a clear sky.

Cabin in Great Cacapon

Mountain/River View * Hot Tub * King

Cabin in Augusta ( Capon Bridge)

4.97 out of 5 average rating, 149 reviews

Nirvana, Mountain View

4.96 out of 5 average rating, 113 reviews

A spacious deck is surrounded by lush woods, offering a peaceful retreat. Several metal chairs are arranged around a small table, while a lantern provides soft lighting. The warm hues of the sunset reflect off the wooden surface, creating a serene atmosphere.

Home in Gettysburg

East Cavalry Red House

Apartment in Downtown Frederick

The living room features a comfortable sofa arranged near a decorative fireplace, complemented by a stylish area rug. A dining table is visible in the corner, paired with modern artwork displayed on the walls.

5 out of 5 average rating, 3 reviews

Carroll Creek Charmer/ Sleeps 4 Luxurious King Bed

4.87 out of 5 average rating, 125 reviews

An open living space features wood-tone floors and high ceilings, illuminated by natural light. A vintage kitchen island provides a gathering spot, while a cozy seating area includes a sofa and armchair. Large windows offer views of the surrounding countryside.

Home in Cross Junction

The Little Red Schoolhouse

Cabin in Berkeley Springs

The exterior of a wooden chalet is surrounded by lush greenery. A stone fire pit is surrounded by wooden benches. The spacious wrap-around deck features multiple entry points to the interior, with large windows allowing natural light to illuminate the space.

5 out of 5 average rating, 24 reviews

Gorgeous Log Chalet/Cabin with Hot Tub

4.94 out of 5 average rating, 18 reviews

A custom-built residence is presented with a blend of stone and wood accents. Large windows illuminate the inviting front porch, surrounded by manicured landscaping and a lush green lawn. The two-story structure is set against a backdrop of trees, offering a sense of privacy.

Home in Annandale

Family Ready Dogs OK Ping Pong Backyard EV Charger